Synthesis and pharmacological evaluation of novel series of sulfonate ester-containing 1,3,4-oxadiazole derivatives with anticipated hypoglycemic activity.

Four series of 2,5-disubstituted 1,3,4-oxadiozole derivatives (IV, VII, IX and X) have been synthesized from 4-(4- (Z)-[p- (benzenesulfonyloxy) phenylmethylene]- 5-oxo-1-phenyl-2-imidazolin-1-yl) benzoyl hydrazine derivative (II) with a view to investigate the effect of different structural changes in the oxadiazole moiety on the pharmacological activity of these compounds as possible hypoglycemic agents. The structure of the synthesized compounds was inferred from elemental and spectral data and their hypoglycemic effect, antimicrobial activity and toxicity were evaluated. Twelve of these compounds were effective, when administered at an oral dose of 100 mg/kg, to induce marked reduction in blood glucose level.